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Identification
NameOxamic Acid
Accession NumberDB03940  (EXPT02460)
Typesmall molecule
Groupsexperimental
Description

Amino-substituted glyoxylic acid derivative. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number471-47-6
WeightAverage: 89.0501
Monoisotopic: 89.011292967
Chemical FormulaC2H3NO3
InChI KeyInChIKey=SOWBFZRMHSNYGE-UHFFFAOYSA-N
InChI
InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)
IUPAC Name
carbamoylformic acid
SMILES
NC(=O)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentAlpha Amino Acids and Derivatives
Alternative parentsPrimary Carboxylic Acid Amides; Polyamines; Enolates; Carboxylic Acids
Substituentscarboxamide group; primary carboxylic acid amide; carboxylic acid; enolate; polyamine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.8047
Blood Brain Barrier + 0.9244
Caco-2 permeable - 0.8392
P-glycoprotein substrate Non-substrate 0.8645
P-glycoprotein inhibitor I Non-inhibitor 0.9828
P-glycoprotein inhibitor II Non-inhibitor 0.99
Renal organic cation transporter Non-inhibitor 0.9803
CYP450 2C9 substrate Non-substrate 0.8713
CYP450 2D6 substrate Non-substrate 0.8657
CYP450 3A4 substrate Non-substrate 0.7818
CYP450 1A2 substrate Non-inhibitor 0.9675
CYP450 2C9 substrate Non-inhibitor 0.9667
CYP450 2D6 substrate Non-inhibitor 0.9565
CYP450 2C19 substrate Non-inhibitor 0.9694
CYP450 3A4 substrate Non-inhibitor 0.9764
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9972
Ames test Non AMES toxic 0.8384
Carcinogenicity Non-carcinogens 0.781
Biodegradation Ready biodegradable 0.8507
Rat acute toxicity 1.0426 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.999
hERG inhibition (predictor II) Non-inhibitor 0.9862
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point210 dec °CPhysProp
Predicted Properties
PropertyValueSource
water solubility1.08e+02 g/lALOGPS
logP-1.4ALOGPS
logP-1.1ChemAxon
logS0.08ALOGPS
pKa (strongest acidic)2.49ChemAxon
pKa (strongest basic)-6.2ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count2ChemAxon
polar surface area80.39ChemAxon
rotatable bond count1ChemAxon
refractivity16.26ChemAxon
polarizability6.65ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis Reference

Shinsuke Shirakawa, Kazunori Kanda, Mitsuo Yamada, Kei Aoki, Satoshi Urano, Nobuaki Tomita, “Compound containing an oxamic acid group, a process for producing the compound, and a resin composition containing the compound.” U.S. Patent US5663262, issued August, 1987.

US5663262
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC01444
PubChem Compound974
PubChem Substance46507735
BindingDB23222
ChEBI18058
ChEMBL
HETOXM
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. L-lactate dehydrogenase

Kind: protein

Organism: Plasmodium falciparum (isolate CDC / Honduras)

Pharmacological action: unknown

Components

Name UniProt ID Details
L-lactate dehydrogenase Q27743 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. L-lactate dehydrogenase

Kind: protein

Organism: Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)

Pharmacological action: unknown

Components

Name UniProt ID Details
L-lactate dehydrogenase P16115 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

3. L-lactate dehydrogenase A chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
L-lactate dehydrogenase A chain P00338 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. L-lactate dehydrogenase B chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
L-lactate dehydrogenase B chain P07195 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

5. Formate acetyltransferase 1

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Formate acetyltransferase 1 P09373 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

6. D-lactate dehydrogenase

Kind: protein

Organism: Lactobacillus helveticus

Pharmacological action: unknown

Components

Name UniProt ID Details
D-lactate dehydrogenase P30901 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

1. Monocarboxylate transporter 4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Monocarboxylate transporter 4 O15427 Details

References:

  1. Manning Fox JE, Meredith D, Halestrap AP: Characterisation of human monocarboxylate transporter 4 substantiates its role in lactic acid efflux from skeletal muscle. J Physiol. 2000 Dec 1;529 Pt 2:285-93. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23